DRB
- CAS No.
- 53-85-0
- Chemical Name:
- DRB
- Synonyms
- DRB;DBR;NSC 401575;DRB USP/EP/BP;DRB (Benzimidazole);dichlororibofuranosylbenzimidazole;5,6-DICHLOROBENZIMIDAZOLE RIBOSIDE;Dichlorobenzimidazoleribofuranoside;5,6-dichloro-1-β-D-ribobenzimidazole;5,6-dichlorobenzimidazoleriboside(drb)
- CBNumber:
- CB0367110
- Molecular Formula:
- C12H12Cl2N2O4
- Molecular Weight:
- 319.14
- MDL Number:
- MFCD00036785
- MOL File:
- 53-85-0.mol
| Melting point | 222-224°C |
|---|---|
| Boiling point | 606.2±65.0 °C(Predicted) |
| Density | 1.5917 (rough estimate) |
| refractive index | 1.6200 (estimate) |
| storage temp. | -20°C |
| solubility | Soluble in DMSO (up to 20 mg/ml) |
| pka | 13.23±0.70(Predicted) |
| form | White solid |
| color | White |
| Water Solubility | Soluble in DMSO to 75mMSoluble in dimethyl sulfoxide, hot ethanol, dimethyl formamide, (1:2) dimethyl formamide:Phosphate buffer saline, water, methanol and pyridine. Slightly soluble in aqueous buffers. |
| λmax | 296nm(lit.) |
| BRN | 39123 |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
| InChIKey | XHSQDZXAVJRBMX-AYLPWXGPSA-N |
| CAS DataBase Reference | 53-85-0 |
| FDA UNII | 8153319T3Q |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
| Safety Statements | 24/25 |
| WGK Germany | 3 |
| RTECS | DD7310000 |
| HS Code | 29349990 |
DRB price More Price(31)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | D1916 | 5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside | 53-85-0 | 10mg | $66.2 | 2024-03-01 | Buy |
| Sigma-Aldrich | 287891 | 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole | 53-85-0 | 50mg | $172 | 2024-03-01 | Buy |
| TCI Chemical | D4292 | 5,6-Dichlorobenzimidazole 1-beta-D-Ribofuranoside >98.0%(HPLC)(N) | 53-85-0 | 1g | $988 | 2024-03-01 | Buy |
| TCI Chemical | D4292 | 5,6-Dichlorobenzimidazole 1-beta-D-Ribofuranoside >98.0%(HPLC)(N) | 53-85-0 | 100mg | $168 | 2024-03-01 | Buy |
| Alfa Aesar | J64870 | 5,6-Dichlorobenzimidazole riboside, 98% | 53-85-0 | 50mg | $174 | 2024-03-01 | Buy |
DRB Chemical Properties,Uses,Production
Description
DRB (53-85-0) is a classic inhibitor of transcription by RNA polymerase II.?A relatively selective inhibitor of Cdk9 (IC50=3 μM), the kinase of the positive transcription elongation factor b (P-TEF-b) required for processive transcription elongation by RNA polymerase II.1,2?Also inhibits casein kinase II, IC50=4-10 μM.?3?Suppresses the SIRT1/CK2α pathway and enhances the radiosensitivity of human cancer cells.4?Kinase-independent activities of Cdk9 such as glucocorticoid receptor modulation are not inhibited by DRB.5
Chemical Properties
White Solid
Uses
5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside has been used:
- as an inhibitor of RNA polymerase II in mouse melanoma cells
- for the inhibition of cyclin D1 mRNA synthesis in human prostate epithelial cell lines
- in the inhibition of interleukin-2 gene transcription in Jurkat cells
Uses
DRB is an inhibitor of RNA synthesis (causes premature termination of transcription).
Uses
Inhibits casein kinase II and blocks RNA synthesis. An adenosine analog.5,6-Dichlorobenzimidazole riboside is used as an inhibitor of RNA Polymerase II. It is nucleoside analogue and used in research to study the mechanisms of cellular regulation. Further, it inhibits some protein kinases.
Biochem/physiol Actions
5,6-Dichlorobenzimidazole 1-β-D-ribofuranoside (DRB), a nucleoside analog that halts mRNA synthesis by phosphorylation of the C-terminal domain of RNA polymerase II, making it inactive. It also interferes with the DNA topoisomerase II, may modulate response to cytokines and blocks the human immunodeficiency virus (HIV) via RNA modification. It also inhibits cyclin-dependent kinases (CDKs) 7 and 9 and favors apoptosis in leukemic cells. It may serve as a therapeutic agent in treating cancer.
References
1) Baumli?et al.?(2010),?Halogen bonds form the basis for selective P-TEFb inhibition by DRB; Chem. Biol.,?17?931 2) Yamaguchi?et al.?(1998),?Interplay between positive and negative elongation factors: drawing a new view of DRB; Genes Cells,?3?9 3) Zandomeni (1989), Kinetics of inhibition by 5,6-dichloro-1-beta-D-ribofuranosylbenzimidazole; Biochem.J., 262 469 4) Wang?et al.?(2014),?Inhibition of P-TEFb by DRB suppresses SIRT1/CK2α pathway and enhances radiosensitivity of human cancer cells; Anticancer Res.,?34?6981 5) Zhu?et al.?(2014),?A kinase-independent activity of Cdk9 modulates glucocorticoid receptor-mediated gene induction; Biochemistry,?53?1753
DRB Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21695 | 55 |
| Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22968 | 58 |
| BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19553 | 58 |
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 29474 | 58 |
| NewCan Biotech Limited | +86-0571-86912261 +8613735419629 | sales@newcanbio.com | China | 10027 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 | support@targetmol.com | United States | 19973 | 58 |
| Zibo Hangyu Biotechnology Development Co., Ltd | +86-0533-2185556 +8617865335152 | Mandy@hangyubiotech.com | China | 11013 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 52927 | 58 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9709 | 58 |
| J & K SCIENTIFIC LTD. | 010-82848833 400-666-7788 | jkinfo@jkchemical.com | China | 96815 | 76 |
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